1-(Quinolin-2-YL)ethanone

Base Information

• Chemical Name: 1-(Quinolin-2-YL)ethanone
• CAS No.: 1011-47-8
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Hs Code.: 2933499090
• European Community (EC) Number: 829-320-6
• NSC Number: 256937
• DSSTox Substance ID: DTXSID00312539
• Nikkaji Number: J1.477.457B
• Wikidata: Q82063164
• Mol file: 1011-47-8.mol

Synonyms:1-(QUINOLIN-2-YL)ETHANONE;1011-47-8;1-quinolin-2-ylethanone;2-Acetylquinoline;1-(quinolin-2-yl)ethan-1-one;1-(2-Quinolinyl)ethanone;acetylquinoline;Ethanone, 1-(2-quinolinyl)-;NSC256937;EC-000.1585;1-Quinolin-2-yl-ethanone;SCHEMBL403888;DTXSID00312539;BAA01147;MFCD08062664;AKOS004114681;NSC 256937;NSC-256937;SB68431;AM802833;BS-14171;CS-0155072;FT-0707157;EN300-100843;F30326;J-503628;1-i(1/4)^quinolin-2-yli(1/4) per thousandethanone;Z1098922431

Chemical Property of 1-(Quinolin-2-YL)ethanone

Chemical Property:

• Vapor Pressure: 0.00142mmHg at 25°C
• Melting Point: 52 °C
• Boiling Point: 296.6°Cat760mmHg
• PKA: 2.53±0.40(Predicted)
• Flash Point: 141°C
• PSA: 29.96000
• Density: 1.154g/cm³
• LogP: 2.43740
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 171.068413911
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(Quinolin-2-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC2=CC=CC=C2C=C1

Technology Process of 1-(Quinolin-2-YL)ethanone

There total 46 articles about 1-(Quinolin-2-YL)ethanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.3%

2-(α-hydroxyethyl)quinoline (19020-29-2) → 1-quinolin-2-yl-ethanone (1011-47-8)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.127980

Reference yield: 96.0%

methylmagnesium bromide (75-16-1) + N-methoxy-N-methylquinoline-2-carboxamide (89047-41-6) → 1-quinolin-2-yl-ethanone (1011-47-8)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield: 88.0%

2-ethylquinoline (1613-34-9) → 1-quinolin-2-yl-ethanone (1011-47-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dimethyl sulfoxide; at 140 ℃; for 0.666667h; regioselective reaction; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1016/j.tetlet.2016.07.107

upstream raw materials:

diazomethane

quinoline 2-carbaldehyde

diethyl ether

2-ethylquinoline

Downstream raw materials:

1-Propyl aminothiocarboxylic acid 2-[1-(2-quinolyl)ethylidene]hydrazide

C₁₉H₂₆N₄S

C₁₉H₂₄N₄S

Diisobutylaminothiocarboxylic acid 2-[1-(2-quinolyl)ethylidene]hydrazide

Refernces

• 1、 Nishida, Shunsuke,Hayashi, Masahiko. "Oxidation of secondary benzylic alcohols to ketones and benzylic oxygenation of alkylarenes with hydrogen peroxide in the presence of activated carbon". . p. 1683 - 1685. Retrieved 2012.
• 2、 Liu, Jianming,Zhang, Xin,Yi, Hong,Liu, Chao,Liu, Ren,Zhang, Heng,Zhuo, Kelei,Lei, Aiwen. "Chloroacetate-promoted selective oxidation of heterobenzylic methylenes under copper catalysis". . p. 1261 - 1265. Retrieved 2015.
• 3、 Wang, Gang-Wei,Cheng, Ming-Xing,Ma, Ran-Song,Yang, Shang-Dong. "Cu-catalyzed selective cascade sp3 C-H bond oxidative functionalization towards isoxazoline derivatives". . p. 6308 - 6311. Retrieved 2015.
• 4、 Wang, Wei,Zhang, You-Wen,Hu, Shang-Jiu,Niu, Wei-Ping,Zhang, Guo-Ning,Zhu, Mei,Wang, Ming-Hua,Zhang, Fan,Li, Xue-Mei,Wang, Ju-Xian. "Design, synthesis, and antibacterial evaluation of PFK-158 derivatives as potent agents against drug-resistant bacteria". supporting information. . Retrieved 2021/04/12.
• 5、 Dong, Jianyang,Liu, Jianhua,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin. "Metal-, Photocatalyst-, and Light-Free Minisci C-H Acetylation of N-Heteroarenes with Vinyl Ethers". supporting information. p. 4374 - 4378. Retrieved 2021/06/21.